$126 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$246
Overall average: $383
Delta
Wed 3/4Mon 3/9
SJU - SDF • 1 stop
Cheapest one-way
$126
Typical prices: $213-$264
American Airlines
Fri 5/8
SJU - SDF • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Wed, Mar 4 - Mon, Mar 9
Delta Logo
6:15 am - 11:27 am
SJU
-
SDF
6h 12m
1 stop
Delta Logo
5:35 pm - 11:15 pm
SDF
-
SJU
5h 40m
1 stop
$246Delta
Wed, Mar 4 - Mon, Mar 9
American Airlines Logo
10:50 am - 9:11 pm
SJU
-
SDF
11h 21m
2 stops
American Airlines Logo
3:49 pm - 11:52 pm
SDF
-
SJU
8h 03m
1 stop
$286American Airlines
Fri, Feb 27 - Fri, Mar 6
Multiple Airlines Logo
6:00 am - 12:21 pm
SJU
-
SDF
7h 21m
1 stop
Multiple Airlines Logo
1:19 pm - 11:13 pm
SDF
-
SJU
32h 54m
2 stops
$306Multiple Airlines
Fri, Feb 27 - Fri, Mar 6
Spirit Airlines Logo
6:00 am - 12:21 pm
SJU
-
SDF
7h 21m
1 stop
Spirit Airlines Logo
1:19 pm - 11:09 pm
SDF
-
SJU
8h 50m
1 stop
$315Spirit Airlines
Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
6:05 am - 11:19 pm
SJU
-
SDF
18h 14m
1 stop
American Airlines Logo
8:02 pm - 11:40 am
SDF
-
SJU
14h 38m
1 stop
$326American Airlines
Sun, Apr 5 - Sat, Apr 18
Multiple Airlines Logo
9:01 am - 11:08 am
SJU
-
SDF
26h 07m
1 stop
Multiple Airlines Logo
8:31 pm - 8:47 am
SDF
-
SJU
12h 16m
1 stop
$327Multiple Airlines
Fri, Feb 13 - Sun, Feb 15
American Airlines Logo
5:18 pm - 10:43 pm
SJU
-
SDF
6h 25m
1 stop
American Airlines Logo
6:12 pm - 5:24 am
SDF
-
SJU
10h 12m
1 stop
$334American Airlines
Wed, Mar 4 - Tue, Mar 10
United Airlines Logo
8:05 am - 8:09 pm
SJU
-
SDF
13h 04m
2 stops
United Airlines Logo
9:00 am - 11:36 pm
SDF
-
SJU
14h 36m
2 stops
$336United Airlines
Thu, Mar 26 - Mon, Mar 30
Southwest Logo
2:50 pm - 12:40 am
SJU
-
SDF
9h 50m
2 stops
Southwest Logo
4:30 pm - 10:55 pm
SDF
-
SJU
6h 25m
1 stop
$346Southwest
Fri, May 1 - Mon, May 4
Spirit Airlines Logo
3:40 pm - 7:36 pm
STI
-
SDF
27h 56m
3 stops
Spirit Airlines Logo
12:33 pm - 2:35 pm
SDF
-
STI
26h 02m
3 stops
$616Spirit Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$126
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11205 reviews
8.0Crew
7.2Comfort
6.4Food
7.5Boarding
6.9Entertainment
Airline reviews

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

4.0 OkayAllison, Jan 2026
MKE - DFW
Read more American Airlines reviews

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

We were upgraded to Business Class. So comfortable with great service and food options

The flight attendant use 1.5 hours to answer my call. My dirty food tray was unattended.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

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Everything you need to know for your flight to Louisville

Information on the airport you'll fly into in Louisville

Louisville (SDF)